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Introducing rigid pyrimidine ring to improve the mechanical properties and thermal‐oxidative stabilities of phthalonitrile resin
Author(s) -
Yang Kaixiong,
Chen Xinggang,
Zhang Zhenjiang,
Yu Xiaoyan,
Naito Kimiyoshi,
Zhang Qingxin
Publication year - 2020
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.4773
Subject(s) - thermogravimetric analysis , materials science , phthalonitrile , thermal stability , monomer , polymer , differential scanning calorimetry , dynamic mechanical analysis , fourier transform infrared spectroscopy , glass transition , polymer chemistry , chemical engineering , organic chemistry , composite material , chemistry , nanotechnology , phthalocyanine , physics , engineering , thermodynamics
In this study, a novel phthalonitrile monomer containing pyrimidine ring, 4,6‐bis[3‐(3,4‐dicya‐ nophenoxy)phenoxy]pyrimidine (BCPM), was successfully synthesized by nucleophilic substitution reaction with resorcinol, 4,6‐dichloropyrimidine and 4‐nitrophthalonitrile. The BCPM monomer was cured by different temperature programs with 4‐(aminophenoxy)phthalonitrile (APPH) as catalyst to give the polymers. The molecular structures of the BCPM monomer and the polymers were investigated by Fourier transform infrared (FTIR) spectroscopy and nuclear magnetic resonance (NMR) spectroscopy. Differential scanning calorimetric (DSC) analysis was performed to study the processability of the BCPM monomer, which showed a wide processing window of about 117°C. The mechanical properties and thermal‐oxidative stability of the polymer were characterized by dynamic mechanical analysis (DMA) and thermogravimetric analysis (TGA), respectively, which indicated that the polymers exhibited excellent storage modulus, high glass transition temperature over 400°C, and outstanding thermal stability. The polymers also have low water absorption capacity and are suitable for humid environments.